The best running trails around East Middlebury
5.0
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158
runners
38
runs
Jogging around East Middlebury offers a variety of routes that explore the town's distinct features. The landscape includes paths around the Middlebury College campus, trails that ascend local hills like Chipman Hill, and routes that follow waterways such as Otter Creek, often passing by landmarks like Middlebury Falls and the Pulp Mill Covered Bridge. The terrain features a mix of relatively flat sections and moderate ascents, providing diverse running experiences.
Best jogging routes around East Middlebury
- The most popular jogging…
Last updated: May 25, 2026
16
runners
10.9km
01:10
90m
90m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
runners
11.4km
01:16
100m
100m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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9
runners
12.3km
01:23
100m
100m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
runners
5.74km
00:37
40m
40m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
13
runners
7.08km
00:47
60m
60m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Tips from the Community
The historic main street of Middlebury offers a quintessential small New England town experience. Unique local shops, art galleries, and restaurants in historic brick buildings line the street. Don't miss the opportunity to admire the beautiful white-steepled church and the picturesque town green.
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Outside of the Middlebury College Alumni Stadium and Youngman Field is a striking sculpture of its mascot: a Panther. Perched on top of a boulder, this large bronze statue is a fun landmark on the south end of the Middlebury campus.
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The Trail Around Middlebury traverses around the entire town of Middlebury, Vermont in an 18 mile loop. This particular segment of trail is located within the Battell Woods Natural Area on the southeastern side of town. This generally flat, accessible trail is enjoyable all year round and is a great place to hike in the woods close to town. Be aware, Battle Woods is also quite popular with mountain bikers, so just keep an ear out as you enjoy this section of trail through the old hardwood forest.
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The Trail Around Middlebury is a unique, 18 mile loop that, as the name indicates, traverses around the entire town of Middlebury, Vermont. This particular segment of trail on the western side of town is also known as the Jackson Trail and is a part of the North Country National Scenic Trail. As you hike alongside a small creek, you get fantastic views of the town of Middlebury and the foothills of the Green Mountains to the east.
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The Pulp Mill Covered Bridge is a historic wooden bridge just north of downtown Middlebury. Also known as the Paper Mill Covered Bridge, this bridge a great example of New England's covered bridges. Built in the mid-19th century, it spans Otter Creek and is a popular spot for photography and sightseeing. Covered bridges are an iconic part of New England's landscape and history. They were once a common sight throughout the region, as they provided a way for travelers to cross rivers and streams in all seasons. While many of the original bridges have been lost to natural disasters and modernization, there are still over 100 covered bridges in Vermont today.
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Middlebury College is a small private liberal arts college and was the first college in the state of Vermont. The main quad on campus is beautiful spot, especially in the fall when the leaves are changing, ringed by historic buildings. Be sure to visit the old chapel on the south end of the quad. Please also be respectul of the students and faculty as you stroll through this picturesque campus.
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Middlebury Falls is a unique 20 foot waterfall on Otter Creek right in the center of this picturesque New England town. You get great views of the falls from this spot on a bridge on Main Street. You can also see the ruins of the old Powder House to the lefthand side of the falls. While they are beautiful all year round, Middlebury Falls are particularly interesting in the winter when they partially freeze over.
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The historic main street of Middlebury offers a quintessential small New England town experience. Unique local shops, art galleries, and restaurants in historic brick buildings line the street. Don't miss the opportunity to admire the beautiful white-steepled church and the picturesque town green.
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Frequently Asked Questions
How many running routes are available in East Middlebury?
East Middlebury offers a diverse network of over 30 running routes. These routes cater to various skill levels, with options ranging from easy to difficult.
Are there easy running routes suitable for beginners in East Middlebury?
Yes, East Middlebury has several easy running routes. For a gentle introduction, consider the Middlebury College Quad – Main Street loop from Middlebury, which is 3.6 miles (5.7 km) with minimal elevation gain.
What kind of terrain can I expect on the jogging trails around East Middlebury?
The running routes in East Middlebury feature a varied terrain. You'll find paths around the Middlebury College campus, trails that ascend local hills like Chipman Hill, and scenic routes following waterways such as Otter Creek. The landscape includes a mix of relatively flat sections and moderate ascents.
Are there any challenging running routes for experienced runners?
Absolutely. For a more demanding run, try the Chipman Hill – Chipman Hill viewpoint loop from Middlebury. This difficult route spans 18.4 miles (29.6 km) and features significant elevation changes, offering a substantial workout.
What interesting landmarks or attractions can I see along the running routes?
Many routes in East Middlebury pass by notable landmarks. You can run past the scenic Middlebury Falls, the historic Pulp Mill Covered Bridge, or explore the grounds of the Middlebury College Quad. The Middlebury College Quad – Middlebury Falls loop from Middlebury combines campus views with the falls.
Are there any running routes that follow a river or have water features?
Yes, several routes incorporate water features. The Pulp Mill Covered Bridge – Otter Creek loop from Middlebury is an excellent choice, leading you through riverside scenery along Otter Creek and past the historic covered bridge.
What do other runners enjoy most about jogging in East Middlebury?
The running experience in East Middlebury is highly rated by the komoot community, with an average score of 5.0 stars. Runners often praise the variety of routes, from campus paths to riverfront trails and local hills, providing diverse and engaging experiences.
Are there loop running trails in East Middlebury?
Yes, many of the running routes in East Middlebury are loops, offering a convenient way to start and end your run at the same point. Examples include the Middlebury College Quad loop from Middlebury and the Pulp Mill Covered Bridge – Otter Creek loop from Middlebury.
Can I bring my dog on the running trails in East Middlebury?
While specific regulations can vary, many trails in the East Middlebury area are generally dog-friendly, especially if your dog is on a leash and you clean up after them. It's always a good idea to check local signage or specific trail guidelines before heading out with your pet.
What is the best time of year for running in East Middlebury?
Spring, summer, and fall offer excellent conditions for running in East Middlebury. Spring brings blooming nature, summer provides lush greenery, and fall showcases stunning foliage. Winter running is possible but requires appropriate gear for snow and ice.
Are there any routes that offer scenic views?
Many routes provide scenic views, especially those that ascend local hills or follow waterways. The Middlebury College Quad – Middlebury Falls loop from Middlebury offers picturesque sections along the falls, and routes around Chipman Hill provide elevated perspectives of the surrounding landscape.
How long are the typical running trails in East Middlebury?
The running trails in East Middlebury vary significantly in length. You can find shorter routes like the Middlebury College Quad – Main Street loop from Middlebury at 3.6 miles (5.7 km), up to longer, more challenging options like the Chipman Hill – Chipman Hill viewpoint loop from Middlebury at 18.4 miles (29.6 km).
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